Photocatalytic [2+2] Cycloaddition in DNA-Encoded Chemistry

被引：47
作者：
Kolmel, Dominik K. [1 ]
Ratnayake, Anokha S. [1 ]
Flanagan, Mark E. [1 ]
Tsai, Mei-Hsuan [2 ]
Duan, Cong [2 ]
Song, Chao [2 ]
机构：
[1] Pfizer Worldwide Res & Dev, Groton, CT 06340 USA
[2] HitGen Inc, Bldg 6,8 Huigu First East Rd, Chengdu, Sichuan, Peoples R China
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 08期
关键词：
ALKYLATION; LIBRARIES;
D O I：
10.1021/acs.orglett.0c00574
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The on-DNA synthesis of highly substituted cyclobutanes was achieved through a photocatalytic [2 + 2] cycloaddition reaction in aqueous solution. Readily available DNA-tagged styrene derivatives were reacted with structurally diverse cinnamates in the presence of an iridium-based photocatalyst, Ir(ppy)(2)(dtbbpy)PF6, to forge two new C(sp(3))-C(sp(3)) bonds. This transformation was demonstrated to have excellent functional group tolerance and allowed for the facile installation of a variety of heteroaromatic substituents on a densely functionalized cyclobutane scaffold.
引用
收藏
页码：2908 / 2913
页数：6
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